1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

Base Information

Chemical Name:1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine
CAS No.:918132-54-4
Molecular Formula:C₂₈H₂₉N₃O₇
Molecular Weight:519.554
Hs Code.:

Synonyms:1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

Suppliers and Price of 1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of 1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of 1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

There total 1 articles about 1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 938193-15-8
1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-D-ribofuranose

: 65-71-4,28806-14-6,691841-57-3
thymin

: 918132-54-4
1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

Guidance literature:: 1,2-di-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-D-ribofuranose; thymin; With N-Trimethylsilylacetamide; In acetonitrile; at 80 ℃; for 1h;

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 - 80 ℃;
DOI:10.1021/ja0634977

Reference yield: 95.0%

: 918132-54-4
1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

: 938193-16-9
2-((2R,3S,4R,5R)-3-(benzyloxy)-2-((benzyloxy)methyl)-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl)acetonitrile

Guidance literature:: With methylamine; In methanol; ethanol; at 20 ℃; for 1h;
DOI:10.1021/jo901009w

Reference yield:

: 918132-54-4
1-[2-O-acetyl-3,5-di-O-benzyl-4-C-cyanomethyl-β-D-ribofuranosyl]thymine

: (1R,5R,7R,8S)-8-hydroxy-5-hydroxymethyl-2-phenoxyacetyl-7-(thymin-1-yl)-2-aza-6-oxabicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium methoxide / methanol / 3 h / 20 °C

2.1: 6.2 g / pyridine / 6 h / 0 °C

3.1: 91 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 1 h / 20 °C

4.1: 100 percent / aq. H₂SO₄ / acetone / Heating

5.1: 84 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / 2.5 h / 0 °C

6.1: 40 percent / NaBH₄; trifluoroacetic acid / tetrahydrofuran / 20 °C

7.1: 70 percent / pyridine / 2 h

8.1: ammonium formate / Pd(OH)2 on charcoal / methanol / 12 h / Heating

8.2: 75 percent / BCl₃ / CH₂Cl₂ / 3 h / -78 °C

With pyridine; dmap; sodium tetrahydroborate; sulfuric acid; sodium methylate; ammonium formate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium hydroxide - carbon; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1021/ja0634977